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Scientific article
English

The Dehydrogenation of 1,4-Cyclohexadienes with 2,3-Dichloro-5,6-dicyanobenzoquinone and Triphenylmethylfluoroborate

ContributorsMuller, Paul
Published inHelvetica chimica acta, vol. 56, no. 4, p. 1243-1251
Publication date1973-04-25
First online date2004-10-25
Abstract

The dehydrogenation of 1,4-cyclohexadiene (1) cis-3,6-dimethyl-1,4-cyclohexadiene (2) and trans-3,6-dimethyl-1,4-cyclohexadiene (3) with triphenylmethylfluoroborate in acetonitrile or 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) proceeds in the same reactivity sequences 2 > 1 > 3. The mechanism of the dehydrogenation of 1,4-cyclohexadienes with triphenylmethylfluoroborate and DDQ is discussed in the light of these results and in view of the kinetic isotope effects.

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Citation (ISO format)
MULLER, Paul. The Dehydrogenation of 1,4-Cyclohexadienes with 2,3-Dichloro-5,6-dicyanobenzoquinone and Triphenylmethylfluoroborate. In: Helvetica chimica acta, 1973, vol. 56, n° 4, p. 1243–1251. doi: 10.1002/hlca.19730560409
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ISSN of the journal0018-019X
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